Compare Florida Keys Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Florida Keys Condo Rentals

Don't see what you're looking for?
See all available properties in Florida Keys
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Florida Keys Accommodation Oceanfront

    Amoray Dive Resort

    Amoray Dive Resort

    104250 Overseas Hwy, Key Largo, FL
    $109 nightly
    The price is $123 total per night from Oct 5 to Oct 6
    $123 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,016 reviews)
    Captain Pips Marina & Hideaway

    Captain Pips Marina & Hideaway

    1480 Overseas Hwy, Marathon, FL
    $95 nightly
    The price is $107 total per night from Oct 5 to Oct 6
    $107 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,019 reviews)
    Fairfield Inn & Suites by Marriott Marathon Florida Keys

    Fairfield Inn & Suites by Marriott Marathon Florida Keys

    13201 Overseas Hwy, Marathon, FL
    $139 nightly
    The price is $156 total per night from Oct 5 to Oct 6
    $156 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,014 reviews)
    The Pelican Key Largo Cottages

    The Pelican Key Largo Cottages

    99340 Overseas Highway, Key Largo, FL
    $92 nightly
    The price is $103 total per night from Oct 6 to Oct 7
    $103 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.6/10 Excellent! (1,020 reviews)
    Hampton Inn Key Largo Manatee Bay

    Hampton Inn Key Largo Manatee Bay

    102400 Overseas Hwy, Key Largo, FL
    $114 nightly
    The price is $128 total per night from Oct 12 to Oct 13
    $128 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,029 reviews)
    Bayside Inn Key Largo

    Bayside Inn Key Largo

    99490 Overseas Hwy, Key Largo, FL
    $134 nightly
    The price is $148 total per night from Oct 5 to Oct 6
    $148 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.4/10 Very Good! (1,579 reviews)
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd, Key West, FL
    $138 nightly
    The price is $155 total per night from Oct 5 to Oct 6
    $155 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8/10 Very Good! (2,007 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    $114 nightly
    The price is $128 total per night from Oct 5 to Oct 6
    $128 total
    Oct 5 - Oct 6
    Total with taxes and fees
    7.8/10 Good! (1,013 reviews)
    Banana Bay Resort & Marina

    Banana Bay Resort & Marina

    4590 Overseas Highway, Marathon, FL
    $178 nightly
    The price is $200 total per night from Nov 2 to Nov 3
    $200 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.6/10 Good! (1,011 reviews)

Hotel Options in Florida Keys

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,221 reviews)
    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    97000 Overseas Hwy, Key Largo, FL
    $298 nightly
    The price is $335 total per night from Oct 5 to Oct 6
    $335 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.6/10 Excellent! (1,034 reviews)
    Isla Bella Beach Resort & Spa

    Isla Bella Beach Resort & Spa

    1 Knights Key Boulevard, MM 47, Marathon, FL
    $306 nightly
    The price is $344 total per night from Oct 6 to Oct 7
    $344 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (1,049 reviews)

Luxury Condos

Find luxury condos in Florida Keys
Get your vacation off to a fabulous start by booking a luxury condo in Florida Keys. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Florida Keys condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Florida Keys will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Florida Keys Condo Rentals essential information

Accommodation
179 Condo Rentals
Lowest Price
$103
Highest Price
$344
Popular accommodation
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities, TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise, Indigo Reef Resort Villas & Marina by KeysCaribbean, Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico., FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!, Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball, Vibrant, waterfront retreat with WiFi, balcony & dock access, Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach, The Reef at Marathon